#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:39:03 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289447 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247798.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247798
loop_
_publ_author_name
'Yang, Yuan-Yu'
'Xue, Jian-Hua'
'Yang, Dong-Dong'
'Zhang, Li-Yang'
'Ma, Qi'
'Zhao, Xuan'
_publ_section_title
;
 Effects of solvents and metal ions on the synthesis, structural diversity
 and magnetic properties of the
 5′-nitro-[1,1′:3′,1′′-terphenyl]-3,3′′,5,5′′-tetracarboxylic
 acid ligand and a highly sensitive sensor for Fe3+
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              170
_journal_page_last               179
_journal_paper_doi               10.1039/D3CE01076G
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C32 H27 Co2 N3 O15'
_chemical_formula_weight         811.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-07-25 deposited with the CCDC.	2023-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.057(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.1756(19)
_cell_length_b                   11.7383(12)
_cell_length_c                   15.5273(14)
_cell_measurement_reflns_used    5175
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      27.72
_cell_measurement_theta_min      2.91
_cell_volume                     3261.6(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17722
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_min         2.913
_exptl_absorpt_coefficient_mu    1.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_description       block
_exptl_crystal_F_000             1656
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6827
_refine_diff_density_max         1.489
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0595P)²+13.6669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1353
_refine_ls_wR_factor_ref         0.1508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2811
_reflns_number_total             4021
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce01076g2.cif
_cod_data_source_block           complex2
_cod_depositor_comments
'Adding full bibliography for 7247796--7247799.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7247798
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.22367(3) 0.17078(4) 0.14206(3) 0.03017(17) Uani 1 1 d . . . . .
C1 C 0.2997(2) 0.2555(3) 0.3353(2) 0.0281(8) Uani 1 1 d . . . . .
C2 C 0.32112(19) 0.2203(3) 0.4347(2) 0.0246(7) Uani 1 1 d . . . . .
C3 C 0.28897(19) 0.1237(3) 0.4567(2) 0.0257(7) Uani 1 1 d . . . . .
H3 H 0.2530 0.0831 0.4102 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3103(2) 0.0875(3) 0.5477(2) 0.0261(7) Uani 1 1 d . . . . .
C5 C 0.2755(2) -0.0128(3) 0.5753(3) 0.0310(8) Uani 1 1 d . . . . .
C6 C 0.3639(2) 0.1490(3) 0.6163(2) 0.0264(8) Uani 1 1 d . . . . .
H6 H 0.3787 0.1241 0.6771 0.032 Uiso 1 1 calc R U . . .
C7 C 0.39581(19) 0.2466(3) 0.5964(2) 0.0248(7) Uani 1 1 d . . . . .
C8 C 0.3743(2) 0.2818(3) 0.5050(2) 0.0260(7) Uani 1 1 d . . . . .
H8 H 0.3956 0.3468 0.4905 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4503(2) 0.3120(3) 0.6739(2) 0.0263(8) Uani 1 1 d . . . . .
C10 C 0.5000 0.2550(4) 0.7500 0.0270(11) Uani 1 2 d S T P . .
H10 H 0.5000 0.1758 0.7500 0.032 Uiso 1 2 calc R U P . .
C11 C 0.4514(2) 0.4303(3) 0.6732(2) 0.0280(8) Uani 1 1 d . . . . .
H11 H 0.4202 0.4709 0.6226 0.034 Uiso 1 1 calc R U . . .
C12 C 0.5000 0.4865(4) 0.7500 0.0292(11) Uani 1 2 d S T P . .
C13 C 0.1382(2) 0.3857(4) 0.1379(3) 0.0404(10) Uani 1 1 d . . . . .
H13 H 0.1746 0.3955 0.1962 0.048 Uiso 1 1 calc R U . . .
C14 C 0.0839(2) 0.4667(4) 0.1064(3) 0.0400(10) Uani 1 1 d . . . . .
H14 H 0.0834 0.5287 0.1435 0.048 Uiso 1 1 calc R U . . .
C15 C 0.0295(2) 0.4566(3) 0.0191(3) 0.0303(8) Uani 1 1 d . . . . .
C16 C 0.0346(3) 0.3630(5) -0.0312(3) 0.074(2) Uani 1 1 d . . . . .
H16 H 0.0002 0.3525 -0.0907 0.088 Uiso 1 1 calc R U . . .
C17 C 0.0908(3) 0.2847(5) 0.0066(3) 0.075(2) Uani 1 1 d . . . . .
H17 H 0.0929 0.2218 -0.0288 0.090 Uiso 1 1 calc R U . . .
N1 N 0.5000 0.6112(4) 0.7500 0.0409(12) Uani 1 2 d S T P . .
N2 N 0.14197(19) 0.2936(3) 0.0901(2) 0.0340(7) Uani 1 1 d . . . . .
O1 O 0.24746(15) 0.1994(2) 0.27800(17) 0.0349(6) Uani 1 1 d . . . . .
O2 O 0.3342(2) 0.3348(3) 0.31493(19) 0.0508(9) Uani 1 1 d . . . . .
O3 O 0.22543(16) -0.0712(2) 0.51698(18) 0.0397(7) Uani 1 1 d . . . . .
O4 O 0.29663(17) -0.0364(3) 0.66040(18) 0.0437(8) Uani 1 1 d . . . . .
O5 O 0.4794(3) 0.6597(3) 0.6775(3) 0.0800(14) Uani 1 1 d . . . . .
O6 O 0.13648(17) 0.0573(3) 0.1473(2) 0.0500(8) Uani 1 1 d . . . . .
H6A H 0.1632 0.0677 0.1166 0.075 Uiso 1 1 d R U . . .
H6B H 0.1248 -0.0140 0.1387 0.075 Uiso 1 1 d R U . . .
O7 O 0.30603(17) 0.2876(3) 0.1356(2) 0.0461(8) Uani 1 1 d . . . . .
H7A H 0.3226 0.3200 0.1856 0.069 Uiso 1 1 d R U . . .
H7B H 0.2912 0.3370 0.0960 0.069 Uiso 1 1 d R U . . .
O8 O 0.0411(7) 0.5862(11) 0.2691(8) 0.144(5) Uani 0.5 1 d . . P . .
H8A H 0.0861 0.5734 0.2921 0.217 Uiso 0.5 1 d R U P . .
H8B H 0.0325 0.6435 0.2937 0.217 Uiso 0.5 1 d R U P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O4 95.50(11) . 6 ?
O1 Co1 N2 98.42(12) . . ?
O4 Co1 N2 165.92(12) 6 . ?
O1 Co1 O7 92.83(11) . . ?
O4 Co1 O7 91.22(13) 6 . ?
N2 Co1 O7 90.21(13) . . ?
O1 Co1 O6 87.16(12) . . ?
O4 Co1 O6 91.09(13) 6 . ?
N2 Co1 O6 87.50(13) . . ?
O7 Co1 O6 177.68(12) . . ?
O1 Co1 O3 155.38(11) . 6 ?
O4 Co1 O3 60.47(10) 6 6 ?
N2 Co1 O3 105.46(11) . 6 ?
O7 Co1 O3 92.98(12) . 6 ?
O6 Co1 O3 87.97(12) . 6 ?
O1 Co1 C5 125.63(12) . 6 ?
O4 Co1 C5 30.34(11) 6 6 ?
N2 Co1 C5 135.60(12) . 6 ?
O7 Co1 C5 92.66(13) . 6 ?
O6 Co1 C5 89.22(13) . 6 ?
O3 Co1 C5 30.14(11) 6 6 ?
O1 Co1 H6A 104.6 . . ?
O4 Co1 H6A 81.5 6 . ?
N2 Co1 H6A 92.9 . . ?
O7 Co1 H6A 161.7 . . ?
O6 Co1 H6A 19.2 . . ?
O3 Co1 H6A 68.8 6 . ?
C5 Co1 H6A 72.6 6 . ?
O2 C1 O1 124.8(3) . . ?
O2 C1 C2 119.4(3) . . ?
O1 C1 C2 115.8(3) . . ?
C3 C2 C8 119.5(3) . . ?
C3 C2 C1 119.6(3) . . ?
C8 C2 C1 120.8(3) . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C6 C4 C3 119.2(3) . . ?
C6 C4 C5 118.4(3) . . ?
C3 C4 C5 122.4(3) . . ?
O3 C5 O4 120.5(4) . . ?
O3 C5 C4 121.8(3) . . ?
O4 C5 C4 117.7(3) . . ?
O3 C5 Co1 65.2(2) . 6_556 ?
O4 C5 Co1 55.29(19) . 6_556 ?
C4 C5 Co1 172.7(3) . 6_556 ?
C7 C6 C4 121.6(3) . . ?
C7 C6 H6 119.2 . . ?
C4 C6 H6 119.2 . . ?
C6 C7 C8 118.7(3) . . ?
C6 C7 C9 118.9(3) . . ?
C8 C7 C9 122.4(3) . . ?
C7 C8 C2 120.6(3) . . ?
C7 C8 H8 119.7 . . ?
C2 C8 H8 119.7 . . ?
C11 C9 C10 118.6(3) . . ?
C11 C9 C7 121.1(3) . . ?
C10 C9 C7 120.3(3) . . ?
C9 C10 C9 122.6(5) 2_656 . ?
C9 C10 H10 118.7 2_656 . ?
C9 C10 H10 118.7 . . ?
C12 C11 C9 118.5(3) . . ?
C12 C11 H11 120.8 . . ?
C9 C11 H11 120.8 . . ?
C11 C12 C11 123.2(5) 2_656 . ?
C11 C12 N1 118.4(2) 2_656 . ?
C11 C12 N1 118.4(2) . . ?
N2 C13 C14 123.7(4) . . ?
N2 C13 H13 118.1 . . ?
C14 C13 H13 118.1 . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 116.3(4) . . ?
C16 C15 C15 121.6(4) . 5_565 ?
C14 C15 C15 122.1(4) . 5_565 ?
C15 C16 C17 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
N2 C17 C16 123.9(4) . . ?
N2 C17 H17 118.0 . . ?
C16 C17 H17 118.0 . . ?
O5 N1 O5 123.1(5) 2_656 . ?
O5 N1 C12 118.5(3) 2_656 . ?
O5 N1 C12 118.5(3) . . ?
C17 N2 C13 116.3(4) . . ?
C17 N2 Co1 121.3(3) . . ?
C13 N2 Co1 122.4(3) . . ?
C1 O1 Co1 130.4(3) . . ?
C5 O3 Co1 84.7(2) . 6_556 ?
C5 O4 Co1 94.4(2) . 6_556 ?
Co1 O6 H6A 40.3 . . ?
Co1 O6 H6B 138.7 . . ?
H6A O6 H6B 103.5 . . ?
Co1 O7 H7A 107.3 . . ?
Co1 O7 H7B 115.5 . . ?
H7A O7 H7B 107.1 . . ?
O8 O8 H8A 169.2 2 . ?
O8 O8 H8B 79.8 2 . ?
H8A O8 H8B 107.7 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.021(2) . ?
Co1 O4 2.060(3) 6 ?
Co1 N2 2.067(3) . ?
Co1 O7 2.121(3) . ?
Co1 O6 2.162(3) . ?
Co1 O3 2.277(3) 6 ?
Co1 C5 2.498(4) 6 ?
Co1 H6A 1.6228 . ?
C1 O2 1.247(5) . ?
C1 O1 1.261(4) . ?
C1 C2 1.505(5) . ?
C2 C3 1.391(5) . ?
C2 C8 1.397(5) . ?
C3 C4 1.390(5) . ?
C3 H3 0.9300 . ?
C4 C6 1.387(5) . ?
C4 C5 1.490(5) . ?
C5 O3 1.260(4) . ?
C5 O4 1.265(5) . ?
C5 Co1 2.498(4) 6_556 ?
C6 C7 1.386(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.391(5) . ?
C7 C9 1.491(5) . ?
C8 H8 0.9300 . ?
C9 C11 1.388(5) . ?
C9 C10 1.394(4) . ?
C10 C9 1.394(4) 2_656 ?
C10 H10 0.9300 . ?
C11 C12 1.388(4) . ?
C11 H11 0.9300 . ?
C12 C11 1.388(4) 2_656 ?
C12 N1 1.464(7) . ?
C13 N2 1.328(5) . ?
C13 C14 1.364(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(6) . ?
C15 C15 1.480(7) 5_565 ?
C16 C17 1.378(6) . ?
C16 H16 0.9300 . ?
C17 N2 1.319(5) . ?
C17 H17 0.9300 . ?
N1 O5 1.194(4) 2_656 ?
N1 O5 1.194(4) . ?
O3 Co1 2.277(3) 6_556 ?
O4 Co1 2.060(3) 6_556 ?
O6 H6A 0.8251 . ?
O6 H6B 0.8643 . ?
O7 H7A 0.8191 . ?
O7 H7B 0.8193 . ?
O8 O8 1.47(2) 2 ?
O8 H8A 0.8201 . ?
O8 H8B 0.8199 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 -172.5(4) . . . . ?
O1 C1 C2 C3 6.5(5) . . . . ?
O2 C1 C2 C8 5.8(5) . . . . ?
O1 C1 C2 C8 -175.1(3) . . . . ?
C8 C2 C3 C4 -0.9(5) . . . . ?
C1 C2 C3 C4 177.5(3) . . . . ?
C2 C3 C4 C6 0.1(5) . . . . ?
C2 C3 C4 C5 177.6(3) . . . . ?
C6 C4 C5 O3 178.6(4) . . . . ?
C3 C4 C5 O3 1.1(6) . . . . ?
C6 C4 C5 O4 0.2(5) . . . . ?
C3 C4 C5 O4 -177.3(4) . . . . ?
C3 C4 C6 C7 1.0(6) . . . . ?
C5 C4 C6 C7 -176.6(3) . . . . ?
C4 C6 C7 C8 -1.3(5) . . . . ?
C4 C6 C7 C9 177.0(3) . . . . ?
C6 C7 C8 C2 0.5(5) . . . . ?
C9 C7 C8 C2 -177.7(3) . . . . ?
C3 C2 C8 C7 0.6(5) . . . . ?
C1 C2 C8 C7 -177.8(3) . . . . ?
C6 C7 C9 C11 -141.6(4) . . . . ?
C8 C7 C9 C11 36.6(6) . . . . ?
C6 C7 C9 C10 36.5(5) . . . . ?
C8 C7 C9 C10 -145.2(3) . . . . ?
C11 C9 C10 C9 1.2(3) . . . 2_656 ?
C7 C9 C10 C9 -177.0(4) . . . 2_656 ?
C10 C9 C11 C12 -2.4(5) . . . . ?
C7 C9 C11 C12 175.8(3) . . . . ?
C9 C11 C12 C11 1.2(3) . . . 2_656 ?
C9 C11 C12 N1 -178.8(3) . . . . ?
N2 C13 C14 C15 -1.4(7) . . . . ?
C13 C14 C15 C16 -0.3(7) . . . . ?
C13 C14 C15 C15 -178.7(5) . . . 5_565 ?
C14 C15 C16 C17 1.2(9) . . . . ?
C15 C15 C16 C17 179.5(6) 5_565 . . . ?
C15 C16 C17 N2 -0.3(11) . . . . ?
C11 C12 N1 O5 -24.9(3) 2_656 . . 2_656 ?
C11 C12 N1 O5 155.1(3) . . . 2_656 ?
C11 C12 N1 O5 155.1(3) 2_656 . . . ?
C11 C12 N1 O5 -24.9(3) . . . . ?
C16 C17 N2 C13 -1.4(10) . . . . ?
C16 C17 N2 Co1 179.2(6) . . . . ?
C14 C13 N2 C17 2.2(7) . . . . ?
C14 C13 N2 Co1 -178.4(4) . . . . ?
O2 C1 O1 Co1 24.4(6) . . . . ?
C2 C1 O1 Co1 -154.5(3) . . . . ?
O4 C5 O3 Co1 0.7(4) . . . 6_556 ?
C4 C5 O3 Co1 -177.6(4) . . . 6_556 ?
O3 C5 O4 Co1 -0.8(4) . . . 6_556 ?
C4 C5 O4 Co1 177.6(3) . . . 6_556 ?
